2-Bromo-1-cyclohexylethanone → Ethyl 3-amino-6-chloro-2-(cyclohexylcarbonyl)-1h-indole-1-carboxylate

HRID 651015Notes

Reaction equation

HRID 651015 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([NH:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:3]=1.Br[CH2:17][C:18]([CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1)=[O:19]>>[NH2:7][C:6]1[C:5]2[C:4](=[CH:3][C:2]([Cl:1])=[CH:9][CH:8]=2)[N:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:17]=1[C:18]([CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1)=[O:19]

Participants

3

Reactant 2

HCID 111600272-Bromo-1-cyclohexylethanoneHCID 183678884-Chloro-2-[(ethoxycarbonyl)amino]benzonitrile

Product 1

HCID 21710898Ethyl 3-amino-6-chloro-2-(cyclohexylcarbonyl)-1h-indole-1-carboxylate

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 1 from 4-chloro-2-[(ethoxycarbonyl)amino]benzonitrile (Example 1, step 1) and 2-bromoacetylcyclohexane (Lotfield, Schaad, J. Am. Chem. Soc., 1954, 76, 35).

Sources & evidence

ORD record
ord-ea64751a797745089a7c81107b40bb12
Source dataset
uspto-grants-2001_08
Patent number
US06277878B1

Reaction notes

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